Enterprise Account Executive - EST

Gambit; Philadelphia (Philadelphia County); On-site; USD 300,000 - 350,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

Home office stipend

Job summary

Gambit Security in Philadelphia, PA is seeking an Enterprise Account Executive to lead the full sales cycle for our AI-native cyber resilience platform. You will engage CISOs, CIOs and DevSecOps leaders, qualify opportunities, negotiate, and close deals to drive substantial revenue growth.

You'll collaborate with SEs, SDRs, and Marketing to expand regional coverage, manage forecasts, and generate sustained pipeline in a fast-growing Series A environment. Significant travel may be required.

Qualifications

• 7+ years of successful enterprise sales experience with quota attainment.
• Proven track record navigating complex, multi-stakeholder Fortune 500 deals.
• Experience selling to CISOs or CIOs; cybersecurity/cloud/data backup knowledge a plus.
• Prior startup Series A/B experience; momentum when brand is nascent.
• Expertise in driving personal pipeline generation.
• Acquainted with Command of the Message methodology.
• Strong drive, resilience, and travel willingness.

Responsibilities

• Manage the entire sales cycle from pipeline generation to closing.
• Pitch effectively to technical and executive stakeholders, including CISOs/CIOs and DevOps leaders.
• Collaborate with SEs, SDRs, and Marketing to maximize regional coverage.
• Deliver predictable revenue growth and maintain forecast accuracy.

Skills

Enterprise sales

Deal navigation

CISO/CIO selling

Startup experience

Pipeline generation

Command of the Message

Travel readiness

Executive stakeholder management

Job description

CAREER / Enterprise Account Executive - EST

Enterprise Account Executive - EST

About the role

Full time Mid Philadelphia, PA

About Us

Gambit is the AI-native resilience platform that ensures digital continuity never expires. It maps cloud applications, their backups, IaC, and security tools, and identifies recoverability gaps in real time. Gambit turns resilience assumptions into business certainty before an incident ever occurs.

The Opportunity

We are looking for a relentless, consultative Enterprise Account Executive to help accelerate our market adoption. You will be responsible for introducing our groundbreaking Cyber Resilience platform to the world’s largest enterprises. If you thrive in fast-paced Series A environments, possess strong pipeline-generation DNA, and love selling complex, highly technical solutions to executive buyers, we want to talk to you.

About the role

• Manage the entire sales cycle: from personal pipeline generation and qualification to technical evaluation, negotiation, and closing.


• Pitch effectively to technical and executive stakeholders, specifically CISOs, CIOs, SecDevOps, and DevOps leaders.


• Collaborate closely with Sales Engineers (SEs), SDRs, and Marketing to maximize regional territory coverage.


• Deliver predictable revenue growth and maintain high forecasting accuracy.

Requirement

• 7+ years of successful enterprise sales experience, consistently exceeding quota.


• Proven track record of navigating complex, multi-stakeholder deals in the Fortune 500 space.


• Strong experience selling into the CISO or CIO suite; understanding of cybersecurity, cloud infrastructure (Kubernetes, Containers, Terraform), or data backup is a major plus.


• Experience working in Series A/B startups - you know how to create momentum where there isn't an established brand name yet.


• Expertise in driving personal pipeline generation (not relying solely on inbound or marketing).


• Preference for candidates trained in Command of the Message methodology.


• Unwavering drive, grit, and resilience.


• Ability to travel as required to close deals.

Benefits - Why Gambit?

At Gambit, we believe great work starts with great people - and we're building a team of smart, driven, genuinely great co-workers who enjoy doing big things together.

Here's what you can expect when you join us:

• $300,000-$350,000 OTE with uncapped commission


• Competitive medical, dental, and vision insurance


• A $350 work-from-home stipend to create a setup that helps you do your best work


• Work alongside smart, supportive, and collaborative co-workers who are excited to build something meaningful together

Pay Transparency Disclosure

Job level and actual compensation will be decided based on factors including, but not limited to, individual qualifications objectively assessed during the interview process (including skills and prior relevant experience, potential impact, and scope of role), market demands, and specific work location. The listed range is a guideline, and the range for this role may be modified. For roles that are available to be filled remotely, the pay range is localized according to employee work location.

EEO

Gambit Security is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, genetic information, or any other characteristic protected by applicable federal, state, or local law.